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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 266449Generated: October 30, 2026

Formaldehyde → 2-(Hydroxymethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

https://huagongshe.com/reaction/266449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSaccharinHCID 5143—
SolventEthanolHCID 702—
Product2-(Hydroxymethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxideHCID 7256070%

Reaction Steps

Following a procedure similar to that described in Example 1, reaction of 18.3 g (0.1 mol) of saccharin with 70 ml of 37% formalin in ethanol afforded 3.58 g (70%) of 2-hydroxymethylsaccharin, 25 g (0.117 mol) of which was reacted with 63.3 g (0.234 mol) of phosphorus tribromide in diethyl ether to give 29.8 g (92%) of 2-bromomethylsaccharin, mp 155°-157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05650422
Source datasetuspto-grants-1997_07
ORD IDord-93332fdf6860407bb1405a7221aec880
Source noteuspto-grants-1997_07